Might wanna visit the Setagaya Boro-ichi that's only held on Dec 15/16 and Jan 15/16. Quite fun (for me) and lots of 2nd hand stuff that can be picked up for cheap (pottery/yukata).
There's a flea market held at Shinagawa InterCity every Sunday, but I've been there a few times and it's not really impressive, mostly women selling 2nd hand clothes.
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